N-十二烷基聚氧乙烯醚(3)基-N,N-二甲基叔胺的CO2开关响应性能研究

doi:10.13218/j.cnki.csdc.2015.05.001

Abstract

Abstract: In order to obtain a switchable surfactant that has inorganic salt tolerance,CO₂-switching responsive performance of N-dodecyl polyoxyethylene (3)-N,N-dimethyl tertiary amine (C₁₂EO₃A),embedded with polyoxyethylene (EO) segment between the long-chain alkyl group and tertiary amino group was investigated.Results from conductivity test and uorescence probe test showed that C₁₂EO₃A displays conspicuous CO₂-swiching responsive efficacy.Comparing with bicarbonate of N-dodecyl-N,N-dimethyl tertiary amine ([C₁₂AH]⁺HCO₃^-),with bicarbonate of C₁₂EO₃A ([C₁₂EO₃AH]⁺HCO₃^-) that has similar structure,critical micelle concentration of the latter is smaller,and shows outstanding surfactant functions even in saturated NaCl aqueous solution.

Key words: switchable surfactant, CO₂-responsive, ethoxylated tertiary amine, salt tolerance

CLC Number:

TQ423

WANG Cheng, ZHANG Yong-min, LIU Xue-feng. CO₂-switching responsive performance of N-dodecyl polyoxyethylene (3)-N,N-dimethyl tertiary amine[J].China Surfactant Detergent & Cosmetics, 2015, 45(5): 241-246.

References

[1] MYERS D.Surfactant science and technology [M].3rd ed.New Jersey:John Wiley & Sons,Inc,2005:7-16.
[2] LIU YINGXIN,JESSOP P G,CUNNINGHAN M.Switchable surfactants [J].Science,2006,313:958-960.
[3] JIANG JIANZHONG,ZHU YUE,CUI ZHENGGANG.Switchable pickering emulsions stabilized by silica nanoparticles hydrophobized in situ with a switchable surfactant [J].Angewandte Chemie International Edition,2013,125(47):12599-12602.
[4] SCOTT L M,ROBERT T,HARJANI J R.Designing the head group of CO₂-triggered switchable surfactants [J].RSC Advances,2012,2(11):4925-4931.
[5] BROWN P,BUTTS C P,EASTOE J.Stimuli-responsive surfactants [J].Soft Matter,2013,9(8):2365-2374.
[6] SAKAI H,MATSUMURA A,YOKOYAMA S.Photochemical switching of vesicle formation using an azobenzene-modified surfactant [J].The Journal of Physical Chemistry B,1999,103(49):10737-10740.
[7] CHU ZONGLIN,FENG YUJUN.pH-switchable wormlike micelles [J].Chemical Communications,2010,46(47):9028-9030.
[8] ZHANG YONGMIN,HAN YIXIU,CHU ZONGLIN.Thermally induced structural transitions from fluids to hydrogels with pH-switchable anionic wormlike micelles [J].Journal of Colloid and Interface Science,2013,394:319-328.
[9] JESSOP P G,MERCER S M,HELDEBRANT D J.CO₂-triggered switchable solvents,surfactants,and other materials [J].Energy & Environmental Science,2012,5(6):7240-7253.
[10] ZHANG YONGMIN,FENG YUJUN,WANG YUEJIAO.CO₂-switchable viscoelastic fluids based on a pseudogemini surfactant [J].Langmuir,2013,29(13):4187-4192.
[11] ZHANG YONGMIN,YIN HONGYAO,FENG YUJUN.CO₂-responsive anionic wormlike micelles based on natural erucic acid [J].Green Materials,2014,2(2):95-103.
[12] SAJI T,HOSHINO K,AOYAGUI S.Reversible formation and disruption of micelles by control of the redox state of the head group [J].Journal of the American Chemical Society,1985,107(24):6865-6868.
[13] TSUCHIYA K,ORIHARA Y,KONDO Y.Control of viscoelasticity using redox reaction [J].Journal of the American Chemical Society,2004,126(39):12282-12283.
[14] BROWN P,KHAN A M,ARMSTRONG J P K.Magnetizing DNA and proteins using responsive surfactants [J].Advanced Materials,2012,24(46):6244-6247.
[15] HOU LIYA,ZHANG HUINIAN,CHEN HUI.Synthesis and surface properties of N,N-dimethyl-N-dodecyl polyoxyethylene amine-based surfactants:amine oxide,betaine and sulfobetaine [J].Journal of Surfactants and Detergents,2014,17(3):403-408.
[16] QIAO WEIHONG,ZHENG ZHIBO,PENG HUAN.Synthesis of switchable amphipathic molecules triggered by CO₂ through carbonyl-amine condensation [J].European Journal of Lipid Science and Technology,2011,113(7):841-847.
[17] FOWLER C I,JESSOP P G,CUNNINGHAM M F.Aryl amidine and tertiary amine switchable surfactants and their application in the emulsion polymerization of methyl methacrylate [J].Macromolecules,2012,45(7):2955-2962.
[18] NEWTON D W,KLUZA R B.pK_a values of medicinal compounds in pharmacy practice [J].Annals of Pharmacotherapy,1978,12(9):546-554.
[19] FIELDS S M,GROLIMUND K.Basicity limits for solutes in supercritical fluid chromatography with a carbon dioxide mobile phase [J].Journal of High Resolution Chromatography,1988,11(10):727-729.
[20] LINTER B R,BURSTEIN G T.Reactions of pipeline steels in carbon dioxide solutions [J].Corrosion Science,1999,41(1):117-139.
[21] KALYANASUNDARAM K,THOMAS J K.Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems [J].Journal of the American Chemical Society,1977,99(7):2039-2044.
[22] WINNIK F M,REGISMOND S T A.Fluorescence methods in the study of the interactions of surfactants with polymers [J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,1996,118(1):1-39.
[23] AGUIAR J,CARPENA P,MOLINA-BOLÍVAR J A,et al.On the determination of the critical micelle concentration by the pyrene 1∶3 ratio method [J].Journal of Colloid and Interface Science,2003,258(1):116-122.
[24] CATANOIU G,BLUNK D,STUBENRAUCH C.Novel ethoxylated inositol derivatives-hybrid carbohydrate/oligoethylene oxide surfactants [J].Journal of Colloid and Interface Science,2012,371(1):82-88.
[25] 徐海燕,刘雪锋,杜光明,等.壬基酚聚氧乙烯醚(n)硫酸钠的结构与性能关系[J].日用化学工业,2011,41(1):1-5.
[26] 夏琪波,罗华,刘雪锋,等.聚氧乙烯化羧基甜菜碱的性能研究[J].日用化学工业,2013,43(2):105-108.
[27] MUKERJEE P.The nature of the association equilibria and hydrophobic bonding in aqueous solutions of association colloids [J].Advances in Colloid and Interface Science,1967,1(3):242-275.
[28] BENRRAOU M,BALES B L,ZANA R.Effect of the nature of the counterion on the properties of anionic surfactants.1.cmc,ionization degree at the cmc and aggregation number of micelles of sodium,cesium,tetramethylammonium,tetraethylammonium,tetrapropylammonium,and tetrabutylammonium dodecyl sulfates [J].The Journal of Physical Chemistry B,2003,107(48):13432-13440.
[29] BERGBREITER D E,GRAY H N,SRINIVAS B.Fluorescence studies of solvent-polymer interactions at surface functionalized polyethylene films [J].Macromolecules,1994,27(25):7294-7301.
[30] KATUSIN-RAZEM B,WONG M,THOMAS J K.The effect of micellar phase on the state and dynamics of some excited state charge transfer complexes [J].Journal of the American Chemical Society,1978,100(6):1679-1686.
[31] 许园园,税向强,崔正刚.十六醇聚氧乙烯醚(3)羧酸盐的合成及其耐盐性和界面性能研究[J].日用化学工业,2012,42(2):88-92.

CO₂-switching responsive performance of N-dodecyl polyoxyethylene (3)-N,N-dimethyl tertiary amine

PDF (PC)

Like

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 5

Metrics

Comments

Recommended 10

[1]	Zhang Xin, Zhang Guanghua, Sun Qi, Li Hui, Tang Mingxuan, Guo Zehua. Study on the synthesis and performance of a responsive surfactant of tertiary amine type [J]. China Surfactant Detergent & Cosmetics, 2023, 53(11): 1250-1256.
[2]	JIANG Jian-zhong,YU Shi-jie,CUI Zheng-gang. The interactions between surfactants and nanoparticles and the construction of smart systems（I）——Switchable or stimuli-responsive surfactants and smart surfactant systems [J]. China Surfactant Detergent & Cosmetics, 2019, 49(7): 426-434.
[3]	ZHANG Peng, MEI Ping, LAI Lu. Synthesis and performance of CO₂ switchable amine surfactants [J]. China Surfactant Detergent & Cosmetics, 2017, 47(7): 369-373.
[4]	WU Wen-tao,ZHANG Yong-min,LIU Xue-feng. Synthesis and performance of tertiary amine-based CO₂ switchable surfactants [J]. China Surfactant Detergent & Cosmetics, 2016, 46(5): 251-256.
[5]	ZHANG Ting, DAI Li, JIANG Jian-zhong, CUI Zheng-gang. Synthesis and properties of N,N′-didodecylacetamidinium bicarbonate [J]. China Surfactant Detergent & Cosmetics, 2014, 44(3): 135-138.

CO2-switching responsive performance of N-dodecyl polyoxyethylene (3)-N,N-dimethyl tertiary amine

PDF (PC)

Like

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 5

Metrics

Comments

Recommended 10

CO₂-switching responsive performance of N-dodecyl polyoxyethylene (3)-N,N-dimethyl tertiary amine